Fluoroether composition, coating fluid and article
Abstract
To provide a fluoroether composition and a coating fluid that are able to form a surface layer having water/oil repellency, fingerprint stain removability and lubricity, and being excellent in abrasion resistance and light resistance, and an article having such a surface layer. A fluoroether composition, comprising: a specific compound (1) having a hydrolyzable silyl group at one terminal of a poly(oxyperfluoroalkylene) chain and a specific compound (2) having a plurality of hydrolyzable silyl groups at one terminal of a poly(oxyperfluoroalkylene) chain, wherein, in the fluoroether composition, the content of the compound (1) is from 10 to 90 mol %, to the total content of the compound (1) and the compound (2).
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1. A fluoroether composition, comprising:
a first compound and
a second compound,
wherein
a content of the first compound in the fluoroether composition, is from 20 to 85 mol %, to a total content of the first compound and the second compound,
wherein the first compound is a compound of formula (1):
[A 1 -O-Q 1 -R f1 —] a1 Z 1 —SiR 1 n1 L 1 3-n1 (1)
wherein
A 1 is a perfluoroalkyl group,
Q 1 is a single bond, an oxyfluoroalkylene group comprising one or more hydrogen atoms, wherein an oxygen atom is bonded to R f1 , or a poly(oxyfluoroalkylene) chain comprising one or more hydrogen atoms, wherein a terminal oxygen atom is bonded to R f1 and the oxyfluoroalkylene group bonded to R f1 comprises one or more hydrogen atoms,
R f1 is a poly(oxyperfluoroalkylene) chain, wherein a terminal oxygen atom is bonded to Z 1 ,
a1 is an integer of at least 1,
wherein, when a1 is at least 2, a1 pieces of [A 1 -O-Q 1 -R f1 -] is optionally the same or different from one another,
Z 1 is a (a1+1) valent connecting group,
R 1 is a hydrogen atom or a monovalent hydrocarbon group,
L 1 is a hydroxy group or a hydrolyzable group,
n1 is 0 or 1, and
(3−n1) pieces of L 1 is optionally the same or different; and
the second compound is a compound of formula (2):
[A 2 -O-Q 2 -R f2 —] a2 Z 2 [—SiR 2 n2 L 2 3-n2 ] b2 (2)
wherein
A 2 is a perfluoroalkyl group,
Q 2 is a single bond, an oxyfluoroalkylene group comprising one or more hydrogen atoms, wherein an oxygen atom is bonded to R f2 , or a poly(oxyfluoroalkylene) chain comprising one or more hydrogen atoms, wherein a terminal oxygen atom is bonded to R f2 and the oxyfluoroalkylene group bonded to R f2 comprises one or more hydrogen atoms,
R f2 is a poly(oxyperfluoroalkylene) chain, wherein a terminal oxygen atom is bonded to Z 2 ,
a2 is an integer of at least 1,
wherein, when a2 is at least 2, a2 pieces of [A 2 -O-Q 2 -R f2 -] is optionally the same or different from one another,
Z 2 is a (a2+b2) valent connecting group,
R 2 is a hydrogen atom or a monovalent hydrocarbon group,
L 2 is a hydroxy group or a hydrolyzable group,
n2 is an integer of from 0 to 2,
wherein, when n2 is 0 or 1, (3−n2) pieces of L 2 is optionally the same or different,
when n2 is 2, n2 pieces of R 2 is optionally the same or different,
b2 is an integer of at least 2, and
b2 pieces of [—SiR 2 n2 L 2 3-n2 ] is optionally the same or different from one another.
2. The fluoroether composition according to claim 1 , wherein b2 is an integer of from 2 to 4.
3. The fluoroether composition according to claim 1 , wherein the first compound is a compound of formula (1-1):
A 1 -O-Q 1 -R f1 -Q 11 CX 2 O(CH 2 ) 3 —SiR 1 n1 L 1 3-n1 (1-1)
a compound of formula (1-2):
A 1 -O-Q 1 -R f1 -Q 11 CX 2 OCH 2 CH(CH 3 )—SiR 1 n1 L 1 3-n1 (1-2)
a compound of formula (1-3):
A 1 -O-Q 1 -R f1 -Q 11 C(O)NHC k H 2k —SiR 1 n1 L 1 3-n1 (1-3)
a compound of formula (1-4):
A 1 -O-Q 1 -R f1 -Q 11 (CH 2 ) 2 —SiR 1 n1 L 1 3-n1 (1-4) or
a compound of formula (1-5):
A 1 -O-Q 1 -R f1 -Q 11 (CH 2 ) 3 —SiR 1 n1 L 1 3-n1 (1-5)
wherein
Q 11 is a perfluoroalkylene group,
CX 2 is CFH or CH 2 , and
k is an integer of at least 1.
4. The fluoroether composition according to claim 1 , wherein the second compound is a compound of formula (2-1):
A 2 -O-Q 2 -R f2 -Q 21 -[C(O)N(R 21 )] p —R 22 —C[—R 23 —SiR 2 n2 L 2 3-n2 ] 3 (2-1)
wherein,
Q 21 is a perfluoroalkylene group, a fluoroalkylene group comprising one or more hydrogen atoms, or a fluoroalkylene group with at least two carbon atoms, comprising one or more hydrogen atoms and having an etheric oxygen atom between carbon atoms,
R 21 is a hydrogen atom or an alkyl group,
R 22 is a single bond, an alkylene group, an alkylene group having an etheric oxygen atom at a terminal, which is a terminal on a side bonded to C on an immediate right, an alkylene group with at least two carbon atoms, having an etheric oxygen atom between carbon atoms, or an alkylene group with at least two carbon atoms, having an etheric oxygen atom at a terminal, which is a terminal on a side bonded to C on an immediate right and between carbon atoms, and
R 23 is an alkylene group, an alkylene group having an etheric oxygen atom at a terminal, which is a terminal on a side bonded to C on an immediate left, an alkylene group with at least two carbon atoms, having an etheric oxygen atom between carbon atoms, or an alkylene group with at least two carbon atoms, having an etheric oxygen atom at a terminal which is a terminal on a side bonded to C on an immediate left and between carbon atoms, or
the second compound is a compound of formula (2-2):
A 2 -O-Q 2 -R f2 -Q 22 -R 24 —N[—R 25 —SiR 2 n2 L 2 3-n2 ] 2 (2-2)
wherein
Q 22 is a perfluoroalkylene group,
R 24 is a single bond, an alkylene group, an alkylene group having an etheric oxygen atom or —NH— at a terminal, wherein a terminal on a side bonded to N is excluded, an alkylene group with at least two carbon atoms, having an etheric oxygen atom or —NH— between carbon atoms, or an alkylene group with at least two carbon atoms, having an etheric oxygen atom or —NH— at a terminal, wherein a terminal on a side bonded to N is excluded, and between carbon atoms, and
R 25 is an alkylene group, or an alkylene group with at least two carbon atoms, having an etheric oxygen atom or —NH— between carbon atoms.
5. The fluoroether composition according to claim 1 , wherein the first compound has a number average molecular weight of from 500 to 20,000, and the second compound has a number average molecular weight of from 500 to 20,000.
6. The fluoroether composition according to claim 1 , wherein an absolute value of a difference between a number average molecular weight of the first compound and a number average molecular weight of the second compound is at most 2,000.
7. The fluoroether composition according to claim 1 ,
wherein
R f1 is (R F1 O) m1 , wherein R F1 is a C 1-6 perfluoroalkylene group, m1 is an integer of from 2 to 200, and which is optionally composed of at least two types of R F1 O having different number of carbon atoms and
R f2 is (R F2 O) m2 , wherein R F2 is a C 1-6 perfluoroalkylene group, m2 is an integer of from 2 to 200, and which is optionally composed of at least two types of R F2 O having different number of carbon atoms.
8. The fluoroether composition according to claim 1 ,
wherein
R f1 is {(CF 2 O) m11 (CF 2 CF 2 O) m12 (CF 2 CF 2 CF 2 O) m13 (CF 2 CF 2 CF 2 CF 2 O) m14 }, wherein each of m11 and m12 is an integer of at least 1, each of m13 and m14 is an integer of 0 or at least 1, and m11+m12+m13+m14 is an integer of from 2 to 200, or (CF 2 CF 2 O—CF 2 CF 2 CF 2 CF 2 O) m15 (CF 2 CF 2 O), wherein m15 is an integer of from 1 to 99, and
R f2 is {(CF 2 O) m21 (CF 2 CF 2 O) m22 (CF 2 CF 2 CF 2 O) m23 (CF 2 CF 2 CF 2 CF 2 O) m24 }, wherein each of m21 and m22 is an integer of at least 1, each of m23 and m24 is an integer of 0 or at least 1, and m21+m22+m23+m24 is an integer of from 2 to 200, or (CF 2 CF 2 O—CF 2 CF 2 CF 2 CF 2 O) m25 (CF 2 CF 2 O), wherein m25 is an integer of from 1 to 99.
9. A coating fluid, comprising:
the fluoroether composition of claim 1 ; and
a liquid medium.
10. An article having a surface layer which is formed of the fluoroether composition of claim 1 .
11. A method for producing an article, the method comprising:
treating a surface of a substrate by dry coating with the fluoroether composition of claim 1 , to produce an article having a surface layer which is formed of the fluoroether composition.
12. A method for producing an article, the method comprising:
treating a surface of a substrate by wet coating with the coating fluid of claim 9 , to produce an article having a surface layer which is formed of a fluoroether compound.
13. The fluoroether composition according to claim 1 , wherein a content of the first compound in the fluoroether composition, is from 20 to 80 mass %, to a total content of the first compound and the second compound.
14. The fluoroether composition according to claim 1 , wherein a content of the first compound in the fluoroether composition, is from 40 to 75 mol %, to a total content of the first compound and the second compound.
15. The fluoroether composition according to claim 1 , wherein the fluoroether composition optionally comprises a third compound which is a fluoroether compound other than the first compound or the second compound, and a total content of the first compound, the second compound, and the third compound in the fuoroether composition is from 80 to 100 mass %.
16. The fluoroether composition according to claim 15 , wherein the total content of the first compound, the second compound, and the third compound in the fuoroether composition is from 85 to 100 mass %.
17. The fluoroether composition according to claim 15 , wherein a content of the third compound is from 0 to 20 mass %, to the total of the first compound, the second compound, and the third compound.
18. A vacuum deposition source comprising the fluoroether composition of claim 1 .
19. An article comprising: a chemically strengthened glass; and a surface layer formed on the chemically strengthened glass, the surface layer being formed of the fluoroether composition of claim 1 .
20. The article according to claim 19 , wherein a thickness of the surface layer is from 1 to 100 nm.Cited by (0)
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